4."Happy Days Are Here Again"/"Get Happy"

Why are songs about happiness always the most depressing? There's also an aspect of passing the torch here. It's OK, though: they play it off as a bit. And we can take comfort in the career Barbra has gone on to have.

5."You Made Me Love You"/"The Trolley Song"

It's sad in the way that all late-stage Judy Garland performances are. You know that she doesn't have that much time left — and although she still sounds great, she's lacking the youthful exuberance that made her a star.

8."I'll Plant My Own Tree"

It's a stupid number, yes. To understand why this is so painful, you need to appreciate the context: Judy was hired and then fired from Valley of the Dolls, too much of a mess to make it through the film. Just imagine what could have been.